BROMOPRIDE
- CAS NO.:4093-35-0
- Empirical Formula: C14H22BrN3O2
- Molecular Weight: 344.25
- MDL number: MFCD00078959
- EINECS: 223-842-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 20:33:22
What is BROMOPRIDE?
Description
Bromopride is a dopamine D2 receptor antagonist (Ki = 14 nM). It binds to bovine anterior pituitary membranes with an IC50 value of 2.13 μM. Bromopride inhibits cholinesterase activity in vitro in rat plasma and striatum homogenate (IC50s = 67.8 and 38.4 μM, respectively). It increases serum prolactin levels in rats by 100% when used at a dose of 0.02 mol/kg. Bromopride (2.5 mg/kg) decreases locomotion and rearing in an open field test and impairs acquistion, but not retention, of a conditioned avoidance response in a two-way active conditioned avoidance test in rats.
Chemical properties
White Solid
Originator
Praiden,Italchemi,Italy,1977
The Uses of BROMOPRIDE
An antiemetic.Bromopride is used in method and a system for analyzing neuropharmacology of a drug.
What are the applications of Application
Bromopride is an antiemetic agent that acts as a D2DR (dopamine D2 receptor) antagonist
Definition
ChEBI: 4-amino-5-bromo-N-[2-(diethylamino)ethyl]-2-methoxybenzamide is a member of benzamides.
Manufacturing Process
To 119 g (0.45 mol) of N-(2-diethylaminoethyl)-2-methoxy-4-aminobenzamide
dissolved in 200 cc of acetic acid are added in the cold in small portions 69 g
of acetic anhydride (0.45 mol + 50% excess). The starting material is made
by esterifying 4-aminosalicylic acid with methanol, then acetylating with acetic
anhydride and then methylating with dimethyl sulfate. The solution obtained is
heated for 2 hours on a water bath and then boiled for 15 minutes. It is
cooled at 25°C. While agitating constantly and maintaining the temperature
between 25° and 30°C, there is added to the solution drop by drop 72 g of
bromine dissolved in 60 cc of acetic acid. It is agitated for one hour. The mixture obtained is added to one liter of water and the base is precipitated by
the addition of 30% soda, The precipitated base is extracted with 40 cc of
methylene chloride. After evaporation of the solvent, the residue is boiled for
two hours with 390 g of concentrated hydrochloric acid in 780 cc of water. It
is cooled, diluted with one liter of water, 12 g of charcoal are added, and the
mixture filtered. The base is precipitated with 30% soda. The N-(2-
diethylaminoethyl)-2-methoxy-4-amino-5-bromobenzamide formed
crystallizes, is centrifuged and washed with water. A yield of 85 g of base
having a melting point of 129°-130°C is obtained.
To produce the dihydrochloride, the free base is dissolved in 110 cc of
absolute alcohol, 9.6 g of dry hydrochloric acid dissolved in 35 cc of alcohol
are added, followed by 2.8 cc of water. The dihydrochloride precipitates, is
centrifuged, washed, and dried at 40°C. It was a solid white material having a
melting point of 134°-135°C.
Therapeutic Function
Antiemetic
Properties of BROMOPRIDE
Melting point: | 148-150?C |
Boiling point: | 435.8±45.0 °C(Predicted) |
Density | 1.4132 (rough estimate) |
refractive index | 1.6200 (estimate) |
storage temp. | 2-8°C |
solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
form | Solid |
pka | 13.84±0.46(Predicted) |
color | White to Off-White |
Safety information for BROMOPRIDE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H312:Acute toxicity,dermal H332:Acute toxicity,inhalation |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for BROMOPRIDE
Abamectin manufacturer
New Products
4-Aminotetrahydropyran-4-carbonitrile Hydrochloride (R)-3-Aminobutanenitrile Hydrochloride 4-AMINO-TETRAHYDRO-PYRAN-4-CARBOXYLIC ACID HCL 4-(Dimethylamino)tetrahydro-2H-pyran-4-carbonitrile 3-((Dimethylamino)methyl)-5-methylhexan-2-one oxalate 1,4-Dioxa-8-azaspiro[4.5]decane 5-Bromo-2-nitropyridine Nimesulide BP Aceclofenac IP/BP/EP Mefenamic Acid IP/BP/EP/USP Diclofenac Sodium IP/BP/EP/USP Ornidazole IP Diclofenac Potassium SODIUM AAS SOLUTION ZINC AAS SOLUTION BUFFER SOLUTION PH 10.0(BORATE) GOOCH CRUCIBLE SINTERED AQUANIL 5 BERYLLIUM AAS SOLUTION 2-Bromo-1-(bromomethyl)-3-chloro-5-nitrobenzene 2-Bromo-3-nitroaniline N-(3-Hydroxypropyl)-N-methylacetamide 3-Bromo-6-chloropyridazine 4-ethyl-3-nitrobenzoic acidRelated products of tetrahydrofuran
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